Mr. Sheffield and C.C. are going to Boston for the weekend, but what originally started as a romantic getaway plan for C.C. turned into family weekend thanks to Niles. Fran, Maggie and Niles have the house to themselves, and Fran decides to throw a singles party at the house to fish an eligible bachelor. But the party is over when an undercovered cop shows up and arrests Fran for not having the required licenses. After spending the night in jail, Fran returns home and Mr. Sheffield almost fires her, if it wasn't for Maggie stepping in and taking the responsibility for the mess. Fran goes to court, but Mr. Sheffield shows up in the last minute to help her from her senile lawyer, Uncle Mannie.

Fran freaks out on Mr. Sheffield after he brings home a model and makes out with her in the living room. Dr. Miller says Fran is upset because she is thinking of Maxwell as her husband, not as her employer. At the movies, she runs into Dr. Miller, but is shocked to see him picking his nose. She is so disgusted that she thinks of never seeing him again. Mr. Sheffield worries about her and confronts Dr. Miller about his actions, but gets very embarrassed when he finds out the "inappropriate behavior" Sylvia told him about wasn't what he had in mind. Meanwhile, C.C. is dumped by her boyfriend and asks Niles to escort her to an awards show, and the two end up having a very pleasant night out.